1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea

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Chemical Name:1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea
CAS No.:1267579-87-2
Molecular Formula:C₂₈H₂₇F₆N₃S₃
Molecular Weight:615.731
Hs Code.:

Synonyms:1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea

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Chemical Property of 1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea

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Technology Process of 1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea

There total 10 articles about 1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

: 1267580-04-0
(2S, 4R)-tert-butyl-2-(bis(p-tolylthio)methyl)-4-(3-(3, 5-bis(trifluoromethyl)phenyl)thioureido)pyrrolidine-1-carboxylate

: 1267579-87-2
1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 6h;
DOI:10.1002/ejoc.201001211

Reference yield:

: 1267579-95-2
(2S, 4S)-tert-butyl 2-(bis(p-tolylthio)methyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-1-carboxylate

: 1267579-87-2
1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C

2.1: triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 20 - 70 °C

4.1: triphenylphosphine / tetrahydrofuran / 2 h

4.2: 3 h / 80 °C

5.1: tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 6 h / 0 °C

With sodium azide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201001211

Reference yield:

: 401564-17-8
(2S,4S)-1-(tert-butoxycarbonyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-2-carboxylic acid

: 1267579-87-2
1-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-3-(3, 5-bis(trifluoromethyl)phenyl)thiourea

Guidance literature:: Multi-step reaction with 7 steps

1.1: indium(III) chloride / dichloromethane / 24 h / Reflux

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C

3.1: triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 20 - 70 °C

5.1: triphenylphosphine / tetrahydrofuran / 2 h

5.2: 3 h / 80 °C

6.1: tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 6 h / 0 °C

With indium(III) chloride; sodium azide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201001211